Taking a Leap…

Assuming the eventual (financial) goal of a webcomic artist is to support themselves, there seems to be a bit of a middle ground between “beer and pizza money” and “quit the day job”. It would seem to me that if you treat your webcomics income just as straight income, you’re never going to want to go from (day job + comic) to just (comic). Is this actually a concern? How did you handle the transition?